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Vacation Rental Acquisition Specialist

Iron Head Vacation Homes
Portland, ME Full Time
POSTED ON 4/8/2026
AVAILABLE BEFORE 6/6/2026


We’re looking for a driven, relationship-oriented individual to help us grow by signing new vacation rental management clients.

This is a commission-based role ideal for someone who wants flexibility, autonomy, and strong earning potential without being tied to a desk.

  • Identify and connect with homeowners who may benefit from short-term rental management
  • Build relationships with real estate agents, investors, and second-home owners
  • Educate potential clients on revenue potential and our management services
  • Generate and qualify leads (warm self-sourced)
  • Set appointments or close deals directly (depending on experience)
  • Represent our brand professionally in the local market

  • Excellent negotiation skills with the ability to close deals effectively
  • Strong marketing acumen to promote properties and attract new listings
  • Exceptional communication skills—both verbal and written—to build trust and rapport with clients
  • Customer service orientation with a focus on client satisfaction and relationship building
  • Organizational skills to manage multiple prospects simultaneously while maintaining attention to detail
  • Previous experience in sales or real estate is a plus
  • Hospitality experience is a plus

Pay: $10,000.00 - $40,000.00 per year

Work Location: Hybrid remote in Portland, ME 04103

Salary : $10,000 - $40,000

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